Book Hotels in Headingley

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Headingley hotels

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

4 out of 5
222 Broadway Winnipeg MB
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $139 total per night from Feb 15 to Feb 16
$139 total
Feb 15 - Feb 16
Total with taxes and fees
A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this Victorian hotel. Traveling on business? Take advantage of the free WiFi in public ...
The Fort Garry is always excellent because of the staff and the great character of the hotel.

Reviewed on Jan 20, 2026

Opens in a new windowThe Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
4400 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Jan 26 to Jan 27
$91 total
Jan 26 - Jan 27
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. Multilingual staff at the 24-hour front desk ...
Always a good experience stay with Motel 6, always stay here when coming to the city and so convenient

Reviewed on Jan 20, 2026

Opens in a new windowMotel 6 Headingley, MB - Winnipeg West
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
1979 Wellington Ave. Winnipeg MB
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $145 total per night from Feb 20 to Feb 21
$145 total
Feb 20 - Feb 21
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...
Great staff

Reviewed on Jan 19, 2026

Opens in a new windowThe Grand Winnipeg Airport Hotel by Lakeview
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
1415 Regent Ave W Winnipeg MB
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $121 total per night from Jan 29 to Jan 30
$121 total
Jan 29 - Jan 30
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
Perfect

Reviewed on Jan 20, 2026

Opens in a new windowCanad Inns Destination Centre Club Regent Casino Hotel
Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

2.5 out of 5
4140 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $141 total per night from Feb 4 to Feb 5
$141 total
Feb 4 - Feb 5
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
Rooms were nice and clean. Most of the staff were pleasant and good to deal with.

Reviewed on Jan 11, 2026

Opens in a new windowBest Western Plus Winnipeg West
Inn At The Forks

Inn At The Forks

3.5 out of 5
75 Forks Market Rd Winnipeg MB
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $162 total per night from Jan 23 to Jan 24
$162 total
Jan 23 - Jan 24
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
restaurant was pricey and limited menu

Reviewed on Jan 20, 2026

Opens in a new windowInn At The Forks
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $142 total per night from Feb 21 to Feb 22
$142 total
Feb 21 - Feb 22
Total with taxes and fees
Free water park access, a gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a waterslide, ...
Close to airport

Reviewed on Jan 17, 2026

Opens in a new windowVictoria Inn Hotel and Convention Centre Winnipeg
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

3.5 out of 5
288 Portage Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $122 total per night from Jan 30 to Jan 31
$122 total
Jan 30 - Jan 31
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are ...
Good

Reviewed on Jan 20, 2026

Opens in a new windowRadisson Hotel Winnipeg Downtown
Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport

3 out of 5
1750 Sargent Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $143 total per night from Jan 31 to Feb 1
$143 total
Jan 31 - Feb 1
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the 24-hour business center, free WiFi ...
Good service and nice room

Reviewed on Jan 19, 2026

Opens in a new windowSandman Hotel & Suites Winnipeg Airport
Don't see what you're looking for?
See all available properties in Headingley
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap Headingley hotels

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

4400 Portage Avenue Headingley MB
$82 nightly
The price is $91 total per night from Jan 26 to Jan 27
$91 total
Jan 26 - Jan 27
Total with taxes and fees
9/10 Wonderful! (1,336 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Headingley Hotel & Travel Guide

Are you intending on taking a vacation to Winnipeg and looking at booking a place to sleep somewhere in or around Headingley? Headingley has 4 comfortable hotels within a 6-mile (10-kilometer) radius.

The Motel 6 Headingley-Winnipeg West is closest to the center of Headingley and the singular option that is only a short drive away.

11 miles (18 kilometers) outside of downtown Headingley, you will come across the Inn At The Forks. The The Fairmont Winnipeg is located about 11 miles (18 kilometers) away. Alternatively, you might like to check out the rates and amenities at the Delta Hotels by Marriott Winnipeg or the The Fort Garry Hotel.

On the hunt for things to do? Consider spending a day or two seeing Marine Museum of Manitoba and Selkirk Golf and Country Club, in Selkirk, 30 miles (46 kilometers) northeast of Headingley. If you'd like to stay in Selkirk, check out the rooms at the Evergreen Gate Bed and Breakfast and Canalta Selkirk. Alternatively, you could stay in Downtown Winnipeg, 11 miles (17 kilometers) east of Headingley, where you have the options of the Radisson Hotel Winnipeg Downtown and Mere Hotel. The Variety Heritage Adventure Park and Manitoba Provincial Archives are some of the more frequented sites to check out when in Downtown Winnipeg.

If watching stadium sport is always on your mind, don't overlook a visit to MTS Centre, which you can find 11 miles (17 kilometers) to the east of Headingley. Sleep in the middle of the action at the Humphry Inn & Suites or the Holiday Inn and Suites Winnipeg Downtown.

Winnipeg International Airport is a convenient arrival point for flights, and is 7 miles (11 kilometers) away from the heart of Headingley. Nearby hotels include Four Points by Sheraton Winnipeg International Airport and Clarion Hotel & Suites.

Frequently asked questions

What are the top kid-friendly hotels in Headingley?
Take some of the stress out of traveling with kids by booking a family-friendly hotel in Headingley. From useful amenities to services that bring a smile, these stays come with perks that'll help make your trip smooth sailing: Your entourage will enjoy their time at Motel 6 Headingley, MB - Winnipeg West. Complimentary breakfast and a swimming pool are just a couple of the things that help make this property a popular option. Best Western Plus Winnipeg West is also a hit with families. After a fun day of exploring, come home to your comfy room and perks like a waterslide and a swimming pool.
Where can I find cheap hotels in Headingley?
At Travelocity you'll find really nice hotels in Headingley at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Headingley rather than in Headingley. We may find you even better rates, too.
How do I find the best Headingley hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Headingley then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Headingley?
The cheapest hotel in Headingley is $91. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Headingley?
There are 554 hotels in Headingley on Travelocity.
What are the best hotels in Headingley?
Headingley has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Headingley for you!
When is the best time to visit Headingley?
If you want the joy of a fun-filled trip in peak season, visit Headingley during July, August and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Headingley?
Based on historic data is usually the cheapest month to visit Headingley. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Headingley?
There are multiple hotels in Headingley that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Headingley. We have plenty of kid-friendly hotels in Headingley to choose from on Travelocity!
Why book a hotel in Headingley through Travelocity?
Because we have the top hotels in Headingley! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Headingley on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Headingley hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity